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Homes For Sale in Islamorada, FL

Mile Marker 90.7 to 73,  Zip Code: 33036

Islamorada, known as "The Village of Islands" since its incorporation in 1997, includes the lower half of Plantation Key, Windley Key, and Upper and Lower Matecumbe Keys. Prior to incorporation, Islamorada (which means "Island Home," "Purple Isle," or "Island of Death," take your pick - we prefer "Island Home") was the name of the small town on Upper Matecumbe Key.


Quaint, quiet and refined, Islamorada wasn't always so genteel. After the Spanish "Plate" fleet wrecked along the reefs in 1733 (13 wrecks from that fleet have been identified in the waters off Islamorada), locals decided there was a lot more fun and profit in salvaging wrecks than losing fingers to stone crabs. Following the lead of the resident Calusa Indians, they devised ways to place false markers along the reefs to lure ships onto the coral.
In the 1830's, the tiny island of Indian Key, sitting just offshore between Upper and Lower Matecumbe Keys, became a three-street village of 20 wreckers and their families with its own post office and resort hotel. For a short time, this town of wreckers was even the Dade County seat.


Islamorada is now known as the "Sportfishing Capital of the World." According to Bud N' Mary's Marina, an Islamorada landmark since1944, "More world record fish have been caught from our waters than any other location on earth." Charter fleets, marinas, outfitters, tackle shops and boat dealers are determined to keep it that way.  In addition, Islamorada offers classy restaurants, galleries and shops, as well as the famous Theater of the Sea, giving residents and visitors lots of beautiful places to see and lots of unique things to buy.


Text by Richard Callahan ©Copyright.  Property of Brett & Margo Newman.  May Not Be Copied without Permission

128 Results Price (high to low)
57
$6,900,000 For Sale
89251 Old Highway
Islamorada, FL 33070
3 beds, 3 baths | Single Family Home
1,243 sq ft; lot: 6.95 acres
99
$3,500,000 For Sale
88547 Old Highway
Islamorada, FL 33070
4 beds, 3 baths | Single Family Home
4,103 sq ft; lot: 1.5 acres
91
$3,500,000 For Sale
75971 Overseas Highway
Islamorada, FL 33036
4 beds, 4 full, 1 partial baths | Single Family Home
6,065 sq ft; lot: 1.31 acres
71
$1,975,000 For Sale
132 Harbor Lane
Islamorada, FL 33070
4 beds, 4 baths | Single Family Home
3,365 sq ft; lot: 6534 sq ft
58
$1,690,000 For Sale
178 Indian Mound Trail
Islamorada, FL 33070
4 beds, 3 baths | Single Family Home
2,993 sq ft; lot: 9583 sq ft
Open House Thursday Jun 21, 9:30am–11:30am
66
$1,500,000 New For Sale
121 Milano Drive
Islamorada, FL 33036
4 beds, 4 baths | Single Family Home
3,220 sq ft; lot: 6970 sq ft
91
$985,000 For Sale
183 Venetian Way
Islamorada, FL 33036
4 beds, 3 full, 1 partial baths | Single Family Home
2,702 sq ft; lot: 20038 sq ft
72
$925,000 For Sale
122 South Drive
Islamorada, FL 33036
3 beds, 3 baths | Single Family Home
2,300 sq ft; lot: 7841 sq ft
99
$8,000,000 For Sale
200 Atlantic Street
Islamorada, FL 33036
8 beds, 5 full, 1 partial baths | Single Family Home
4,744 sq ft; lot: 1.81 acres
64
$8,000,000 For Sale
83080 Overseas Highway
Islamorada, FL 33036
5 beds, 5 full, 1 partial baths | Single Family Home
4,503 sq ft; lot: 7.69 acres
25
$7,950,000 For Sale
87437 Old Highway
Islamorada, FL 33036
10 beds, 9 baths | Single Family Home
5,875 sq ft; lot: 5.5 acres
77
$5,995,000 For Sale
181 Indian Mound Trail
Islamorada, FL 33070
6 beds, 6 full, 1 partial baths | Single Family Home
8,646 sq ft; lot: 16988 sq ft
71
$5,995,000 Contingent/Show
88835 Old Highway
Islamorada, FL 33070
15 beds, 13 baths | Single Family Home
8,762 sq ft; lot: 7.94 acres
28
$5,950,000 For Sale
77001 Overseas Highway
Islamorada, FL 33036
6 beds, 6 full, 1 partial baths | Single Family Home
4,696 sq ft; lot: 2.05 acres
30
$5,800,000 For Sale
82698 Overseas Highway
Islamorada, FL 33036
8 beds, 6 full, 2 partial baths | Single Family Home
5,999 sq ft; lot: 3.48 acres
9
$5,400,000 For Sale
85261 Old Highway
Islamorada, FL 33036
3 beds, 2 baths | Single Family Home
1,839 sq ft; lot: 2.68 acres
37
$5,000,000 For Sale
161 Palo De Oro Drive
Islamorada, FL 33036
8 beds, 6 full, 1 partial baths | Single Family Home
6,308 sq ft; lot: 21344 sq ft
59
$4,500,000 For Sale
214 Plantation Boulevard
Islamorada, FL 33036
6 beds, 5 baths | Single Family Home
3,603 sq ft; lot: 17860 sq ft
Open House Thursday Jun 21, 10:30am–12pm
94
$4,199,000 For Sale
202 Plantation Boulevard
Islamorada, FL 33036
4 beds, 4 full, 1 partial baths | Single Family Home
2,975 sq ft; lot: 18731 sq ft
21
$4,100,000 Contingent
82230 Overseas Highway
Islamorada, FL 33036
6 beds, 4 baths | Single Family Home
1,830 sq ft; lot: 0.94 acres
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Brett Newman
Margo Newman
Rebecca Callahan

P (305) 393-1770
F (305) 664-4111
Email: brett@brettnewman.com

Coldwell Banker Schmitt Real Estate Co.
85996 Overseas Hwy
Islamorada, FL 33036
305-393-1770